Color photographic recording material

Abstract

The present invention relates to new compounds having an active methylene group or phenolic hydroxyl group and therefore capable of being used as photographic color couplers. The new compounds contain at least one radical of a phosphoric acid diester, phosphonic acid diester, phosphoric acid diamide, phosphonic acid diamide, phosphoric acid ester-amide or phosphonic acid ester-amide.

What we claim is: 
     
       1. Colour-photographic recording material with at least one light-sensitive silver halide emulsion layer which contains at least one colour coupler having an active methylene group or a phenolic hydroxyl group and containing at least one radical of a phosphonic acid diester, phosphonic acid diamide or phosphonic acid ester amide. 
     
     
       2. Photographic material as claimed in claim 1 which contains a colour coupler of the formula ##STR301## wherein W 1  denotes an alkyl radical or benzene radical, Q 1  denotes a radical which can be split off during colour coupling,   A 1  denotes a benzene radical,   M 1  denotes a direct bond, an oxygen atom or one of the atom groupings alkyl   --N--      (of which the alkyl group contains at most 4 carbon atoms), --CO--HN--, NH--OC--, --CO--O, --CO--HN--benzene radical and --NH--OC--benzene radical,     L 1  denotes an oxygen atom, an alkylene group, a cyclohexane radical, a benzene radical or an aralkylene radical, but only one of the symbols M 1  and L 1  can represent an oxygen atom,   R 1  denotes an alkyl group with 2 to 18 carbon atoms,   R' 1  denotes an alkyl group with 2 to 8 carbon atoms or an alkoxy group with 2 to 18 carbon atoms or R 1  and R' 1  together denote an -O-alkylene- group and    n denotes one of the numbers 1 and 2.   
     
     
       3. Photographic material as claimed in claim 1 which contains a colour coupler of the formula ##STR302## wherein M 1 , L 1  and n have the indicated meaning, W 2  denotes a tertiary butyl radical, a benzene radical which is not substituted further or a benzene radical which is substituted further by at least one of the substituents alkyl with at most 4 carbon atoms, methoxy, ethoxy, chlorine or benzoylamino,   Q 2  denotes one of the radicals of the formulae --H, --Cl.   
     
     
       4. Photographic material as claimed in claim 1 which contains a colour coupler of the formula ##STR303## wherein W 2 , Q 2 , A 2 , R 2 , R' 2  and n have the indicated meaning, M 2  denotes a direct bond, an oxygen atom or one of the atom groupings --CO--HN--, --NH--OC--, --CO--HN--benzene radical or --NH--OC--benzene radical, and   L 2  denotes an oxygen atom, an alkylene group with 1 to 3 carbon atoms, a benzene radical or an aralkylene radical, with the proviso that M 2  does not present oxygen, --CO--HN-- or --HN--CO-- if L 2  represents an oxygen atom, and n can only be 2 if M 2  is a --CO--HN--benzene radical or --NH--OC--benzene radical.   
     
     
       5. Photographic material according to claim 4 which contains a colour coupler of the formula ##STR304## wherein Q 2 , A 2 , M 2 , L 2 , R 2 , R' 2  and n have the indicated meaning. 
     
     
       6. Photographic material according to claim 4 which contains a colour coupler of the formula ##STR305## wherein Q 2 , A 2 , M 2 , L 2 , R 2 , R' 2  and n have the indicated meaning and W 3  denotes a benzene radical which is not substituted further or a benzene radical which is substituted further by at least one of the substituents alkyl with at most 4 carbon atoms, methoxy, ethoxy, chlorine or benzoylamino.   
     
     
       7. Photographic material as claimed in claim 1 which contains a colour coupler which corresponds to one of the formulae ##STR306## 
     
     
       8. Photographic material according to claim 1 which contains a colour coupler of the formula ##STR307## wherein G 1  denotes a benzene radical, Q 1  denotes a radical which can be split off during colour coupling,   U 1  denotes a hydrogen atom, a chlorine atom, an alkali group with at most 4 carbon atoms or an alkoxy group with at most three carbon atoms,   R 1  denotes an alkyl group with 2 to 18 carbon atoms,    n denotes one of the numbers 1 and 2 and    t denotes one of the numbers 3 and 5.   
     
     
       9. Photographic material as claimed in claim 8 which contains a colour coupler of the formula ##STR308## wherein G 2  denotes a benzene radical which is not substituted further or is substituted further by at least one of the substituents chlorine, methyl, methoxy or phenoxy and R 2  denotes an alkyl group with 2 to 8 carbon atoms and    n has the indicated meaning.   
     
     
       10. Photographic material as claimed in claim 9 which contains the colour coupler of the formula ##STR309## 
     
     
       11. Photographic material according to claim 1 which contains a colour coupler of the formula ##STR310## wherein Q 1  denotes a radical which can be split off during colour coupling, D 1  denotes a benzene radical which is not substituted further or a benzene radical which is substituted further by at least one of the substituents halogen, nitrile, lower alkyl (which can itself carry further substituents), lower alkoxy, lower alkylsulphonyl or acylamino with 1 to 28 carbon atoms,   T 1  denotes an acylamino group, a phenylureido group, a phenylamino group which is not substituted further or is substituted further by at least one of the substituents halogen, lower alkyl, lower alkoxy or acylamino with 1 to 28 carbon atoms or (if n= 2) a direct bond,   R 1  denotes an alkyl group with 2 to 18 carbon atoms, m and n each denote one of the numbers 1 and 2, p denotes one of the numbers 1, 2 and 3 and r denotes an integer of value at most 18.   
     
     
       12. Photographic material as claimed in claim 11 which contains a colour coupler of the formula ##STR311## wherein D 2  denotes a benzene radical which is optionally substituted further by one or more chlorine atoms, methyl groups or methoxy groups and/or by a nitrile group, R 2  denotes an alkyl group with 2 to 8 carbon atoms,    k, m and s each denote one of the numbers 1 and 2 and   t denotes one of the numbers 3 and 5.   
     
     
       13. Photographic material as claimed in claim 11 which contains a colour coupler of the formula ##STR312## wherein R 3  denotes a n-butyl or 2-ethylhexyl group, Y denotes a chlorine atom, a methyl group or methoxy group,   Y' denotes a chlorine atom or a methyl group,    k and s each denote one of the numbers 1 and 2 and    t denotes one of the numbers 3 and 5.   
     
     
       14. Photographic material according to claim 11 which contains a colour coupler of the formula ##STR313## wherein D 2 , R 2 , m and t have the indicated meaning and V 1  denotes a hydrogen atom or a chlorine atom.   
     
     
       15. Photographic material according to claim 14 which contains a colour coupler of the formula ##STR314## wherein Y, Y', R 3  k and t have the indicated meaning. 
     
     
       16. Photographic material according to claim 1 which contains a colour coupler of the formula ##STR315## wherein R 1 , R 2 , V 1 , m, p and r have the indicated meaning. 
     
     
       17. Photographic material according to claim 16 which contains a colour coupler of the formula ##STR316## wherein R 3 , k, m and t have the indicated meaning. 
     
     
       18. Photographic material according to claim 17 which contains a colour coupler of the formula ##STR317## wherein R 3 , k and t have the indicated meaning. 
     
     
       19. Photographic material according to claim 18 which contains a colour coupler of the formula ##STR318## 
     
     
       20. Photographic material according to claim 1 which contains a colour coupler of the formula ##STR319## wherein Q 1 , R 1 , p and r have the indicated meaning. 
     
     
       21. Photographic material according to claim 20 which contains a colour coupler of the formula ##STR320## wherein V 1 , R 2  and k have the indicated meaning. 
     
     
       22. Photographic material according to claim 21 which contains a colour coupler of the formula ##STR321##